Sly: You mean something good might happen if I get the wheel to spin fast enough?

Bentley: Isn't that what I just said?

You know how you do a typical boss battle with the Big Bads of 4 out of the 5 chapters? Guess which one is the odd boss out. Mz. Ruby! Her boss battle is a Rhythm-based minigame (or at least, it's supposed to be) where you have to time your button presses in tune to the music It's sudden, it's weird, and it's oddly hilarious.

During the final portion of the battle against Clockwerk, he lets out odd nonsequiters as his body is autorepairing itself.

"I am... been selling... flowers..."

"Feet together!"

The Mercy Lead Kiss from the ending. Carmelita gives Sly a ten-second head start, and he spends the first nine staring her down. On the tenth, he gives the surprise smooch. After Sly plants a hot one on Carmelita, she just has a look of "Wow, what was THAT?" ...up until she realizes that Sly's handcuffed her to the railing.

As imposing as the Sequel HookCliffhanger is, Murray's "Oh no" reaction combined with a stock scream is rather amusing.

From one of Bentley's slideshows during "Menace From the North, Eh". Combined with a image of Sly getting an electric shock. I wonder where Bentley gets those images from...

Bentley: Given my electric engineering background, this plan has a ninety-seven percent of chance of success. Pretty good, huh?

One objective for Murray is to abduct two bear cubs to break open a cage for a trolley that would be used during "Operation: Choo-Choo". Bentley's slide presentation makes the mission a bit more hilarious: "Don't worry, the cubs won't be hurt. Although I can't say the same for the guards".

Neyla attempts to insult Sly during "Operation: Choo-Choo" for his reliance on his friends. Naturally...

Neyla: What's the problem Poodle? Afraid you can't take me on? Have to call up your little friends for help?

From the Third Game:

When Bentley challenges Octavio to opera singing, controlling Bentley is the funniest thing ever! When he actually sings, it's just him horribly repeating "la", and if you lose, Octavio says that he can't go on because you're too awful. Furthermore, the song ends with an absurdly-high, Incredibly Long Note held by Bentley. But the best part of all is that pressing the square button will make Bentley air guitar!

"Bentley, I could use some help! How about putting a few of your sleep-darts in "Carme-large-a" here?!"

Before he snaps, Mugshot tells Bentley not to say anything if he didn't have anything nice to say at all. Bentley's response? Staying completely quiet while a dumbfounded Mugshot is legitimately saddened by the fact that Bentley literally had nothing nice to say to him.

The gang having fun with Carmelita's camera. The photos are hilarious. Just look at that smug face Sly has in the picture on top of the page.

Penelope's reaction to Murray asking anyone if they want to see his blisters.

The Pirate insult competition. They refer to it as cursing. Well, they're G-Rated pirates.

Sly: Yer' a brainless, clam-tongued, waste of skin!

Pete: That be true enough, but you're a stupid, scurvy-ridden, cabin boy!

Pete: That be true enough, but you're a cricket-sized, twisted, anchor-head!

Sly: Oh yeah? You're a pig-breathed, knuckle-dragging, swabber!

This exchange:

Murray: Nice! We'll have the Panda King give the van a boost! Stand clear Sly, we're about to get awesome!

(Panda King lights the fireworks)

Panda King: (Gleefully) The fuse is lit!

Murray: Buckle up Bentley... we're about to fly!

(The van shoots up into the air)

Murray: YAHOO!

(The van lands at the entrance to the Cooper Vault)

Bentley: ...We're never doing that again.

The ending cutscene for "Dead Man Tell No Tales" has Carmelita not appear. Sly's response?

Sly: Oh well, I'll just send her a postcard. (cue a postcard with the group in a conga-line, Sly with a Pirate hat and eyepatch on, Panda King with an unamused frown, and the Guru on the corner of the postcard that's signed, "Wish you were here -Sly)

The last scene before the intro to Flights of Fancy? Penelope revealing her avatar: it's the body of a beautiful woman with her head taped on top (if you look closely, you can even see the remains of a "peace sign" that she failed to crop out). And Bentley has the same thing with his face taped over some muscular hunk's body!

Which is then referenced when they see each other for the first time and Sly mentions on how their avatars were a bit...exaggerated. The cutscene makes a point of showing them staring blankly at each other.

In a mission in Venice, Sly has to take over guard duty in disguise so Bentley can sneak in to some coffee shops. During one of the post swaps, the guard on duty thanks Sly for taking over as his mom is cooking spaghetti. He mentions that it's so good that he wishes to be buried in his mother's pasta sauce, to which Bentley reacts somewhat dumbfoundedly, saying it's strange. As Bentley's doing his work inside the shop, though, Sly prattles on about how he must be missing out on something if he's never had food that good, up until the point Bentley completes his work and exits the shop. Bentley tells him to knock it off and focus on the job, to which Sly agrees. He then adds that they should go get something to eat afterwards.

If you get caught by Octavio in the mission "Octavio Snap", instead of having his guards attack you (which most villains would so if they catch you, failing the mission), he instead is disappointed and unamused that he caught you:

LeFwee: ...Especially when I have my broadside aimed at her sailboat....

In the first mission to infiltrate Venice Police HQ, when the lights are going haywire and Sly must hide under the tables, the ape mercenaries at the meeting can be heard saying some pretty funny things:

(lights on)

Let there be light!

(lights off)

Oh, come on.

(lights on)

I can see, Ma! I can see!

(lights off)

Make up your mind already.

(lights on)

You look better in the dark. Seriously, you are an ugly, ugly man.

And then later Sly's distracting the mercenaries and a post-Face–Heel Turn Carmelita so Dimitri can escape:

The Gamescon 2012 trailer has one with Carmelita blasting a sword that Sly had in hand. What sells it is not only his expression, but also Bentley and Murray's... it screams "We are in ''so'' much trouble."

They really are, given the time machine runs off of artifacts from the era they need to travel to, and that tanto dagger was their only ticket back to Feudal Japan, if they needed to help Rioichi again. Not to mention possibly their only way home from the Old West.

GameTrailers's preview has a funny line: "With Sucker Punch in more Infamous projects"

The following remarks from Sly's first meeting with Rioichi Cooper.

Sly: Just stay put.

Rioichi: Very funny.

When it comes to giving the main characters titles (Sly the Thief, Bentley the Brains, Murray the Muscle), when it goes to Carmelita, it reads "Carmelita the Girlfriend" before crossing 'Girlfriend' off and it reads "Carmelita the Ex-Girlfriend"

Murray dressed as a Geisha. That is all.

Not to mention the guards going completely gaga over his performance as "Madame Geisha," complete with Tex Avery-style Wild Takes. All the while, Rioichi is popping up around the shot during the performance cutscenes, with an expression of, "are you freakin' serious right now?", mixed with heavy amounts of Squick.

There's one point where Rioichi is standing right in front of them, waving his hand in their faces, and they still don't see him because they're too transfixed on Murray's act as "Madame Geisha."

If you do the rhythm game perfectly, even Rioichi is transfixed by Murray's dancing.

Fail this dance (rhythm game) and the "job fail" sign will remark that the dance stinks worse then bad sushi.

He'll also remain in that outfit for as long as the Gang's in Japan, and wears it for the assault on El Jefe's fortress. And it is glorious.

From the Ice Age chapter:

Sly: Hey Bentley, why don't we have a phone like that to talk to Dimitri?

Him finding the communicator and chewing it. In fact, he runs off while Sly just shrugs his shoulders.

He carries Sly back to the hideout by his collar.

He downs an entire cherry pie in front of Murray.

The crayon-like drawings that explains about The Grizz snatching eggs.

Salim Al-Kupar has an enormous appetite. In fact, he downs a giant chocolate cake that Murray was about to eat in one gulp (and also gained a Balloon Belly to boot!)

When Sly first meets Salim, Salim is unwilling to join the team... until Sly mentions that they have food back at the hideout. Salim is immediately right next to Sly, and his reaction is basically "didyousayfood?"

Sir Galleth being very gung-ho. In the animated cutscene, he tries to escape through a door, but Sly stops him. So he tries going through a window...and gets pulled away by Bentley, Sly, and Murray in a large chain.

Before that, the part of the cutscene that explains how Sir Galleth was captured in the first place. Just after fighting his way to the Black Knight, Galleth lunges at the Black Knight...only to get popped. Bonus points for the punch being seen from Galleth's perspective and for Galleth's cane and helmet being the only things shown hitting the ground.

While undercover wearing a thief outfit, Sly Cooper impersonates himself as the delivery boy and enters Le Paradox and Miss Decibel's tent. What's more. Sly Cooper talks to them with his trademark...Italian accent. Not only that...Sly manages to fool them, which leaves this remark from Bentley:

Bentley: Sly, it's a good thing we're in Arabia because in Italy that accent would be considered a felony!

In fact, this is actually a Call-Back from the third game, as Bentley comments to Sly in Venice he has the worst Italian accent he ever heard... and STILL manages to fool everyone.

Don't forget Bentley's reaction to the fact Sly's using it:

Bentley: I said crazy, Sly, not suicidal!

While Sly is breaking Tennessee out of prison, Sly starts talking to Bentley. Tennessee is understandably confused.

In 40 Thieves, Bentley explains that in order for them to get into the room where Le Paradox and Miss Decibel are inside, Carmelita is doing a distraction...in a belly dancer outfit. Then this occurs...

Bentley: ...However, since we don't want to announce our 'presence', we need a diversion for the guards. So I have taken the liberty for fashioning an outfit for Carmelita, who will use it to lure the guards away from their post by performing a belly dance.

Carmelita: What?

Sly: Possibly your best plan ever, Bentley.

Bentley: I'm sorry I didn't ask, Carmelita. But you're the only one who can pull this off!

Murray: Um, Bentley...I could do it!

Carmelita: I am not getting into that outfit!

Bentley: I realize it's a bit...revealing, but think of it as going undercover.

Carmelita: Bentley...

Murray: I'm positive THE MURRAY can squeeze into that thing!

Sly: Hey Carmelita, you should totally model that outfit for us...to make sure it fits!

Murray really wants to cross-dress and go dancing ever since his 'success' as Madame Geisha. And to make it funnier, during the above presentation, Bentley has placed a picture of the outfit Carmelita is to wear in his slideshow, placed on a mannequin. Murray proceeds to draw his head and hands over the mannequin's own.

As they reach the location, this conversation occurs...

Bentley: Ok Carmelita. We need you to distract those guards and get them away from that door!

Sly: Yeah! Bust a move Carmelita!

Carmelita: How about I BUST YOUR FACE, Cooper?

Bentley: We're counting on you Carmelita! Meet us inside once you lose the guards.

Carmelita: Bentley, you owe me BIG TIME for this one! *knock his head*

Much like Murray's dancing stage, most of the time you hear Carmelita mumbling about Bentley's idea and her wearing a belly dancer outfit during her 'distraction'.

Carmelita: This is the WORST undercover assignment ever...

Fail the dance game and the "job fail" sign will said that's more like a "belly flop".

In "Go West Young Raccoon", Bentley gets rather attached to his disguise and in particular the fake mustache, leading to him lamenting the fact he can't grow a real one and this line:

The intro scene to "Cave of the Clan Raccoon" has Sly see a pterodactyl fly by. What does Bentley do? Break out the pterodactyl cannon.

Sly calls it the dinosaur repellent.

Prior to the boss fight with The Grizz, we hear him explaining about how all he ever wanted to do...is ice skate. Murray's reaction says it all.

When Sly obtains Salim al Kupar's thief outfit, there's a guard in the background during the Item Get! cutscene. You might think this is a goof, but then he actually attacks Sly (and is promptly smacked down with Sly's newfound time-slowing powers).

Similar to the above, but using the "Job Complete" cutscene instead of "Item Get!" cutscene, as Bob holds a temporal sprocket for the first — he is attacked by a giant pterodactyl who steals the temporal sprocket.

When Carmelita makes a comment after the mission before the Grizz boss fight about how Sly could have done better, you can see Bob in the background looking back and forth at the two in either curiosity or knowing.

Also from the Ice Age chapter, just the fact that one of the missions was called "Ice Ice Bentley".

If you get caught by the Black Knight at the beginning of "Shell Shocked Heart", you will get a rather funny line from Bentley.

Bentley: Sly, I said tail, not fail!

If you get caught by The Grizz when you're tagging him with homing darts:

Job Failed Alert: Nobody fools with The Grizz!

The mission "Getting Stronger". All of it. Mainly for Murray's one-liners.

To elaborate, they need to get Bob in shape. Murray's way of doing this is to put Bob through an eighties training montage, complete with cheesy eighty music and scene transitions.

Technically, since the crew is in the Ice Age, Murray has just created history's very first 80's training montage.... BEFORE THE 80'S, and it's amazing.

"'El Jefe?' Isn't that Spanish for 'Big Baby?'"

In one mission, Murray has to retrieve the stolen parts of a time machine gadget. How? By chasing down penguins, catching them, and squeezing them until they cough it up. Complete with squeaking sound effects!

Sly's defacing of Sheriff Toothpick's posters has to be the funniest act of vandalism you've ever seen.

The very first time you see The Grizz in the ice age chapter. Imagine walking through a prehistoric world and then all of a sudden you're encountered with one of the strangest and most out of place characters the developers could think of.

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